a prindle 16 would be an excellent boat for beginners. No boards to worry about, plenty of floatation for you and your girls. $2000 is a bit steep for an 86 though. Depends on the condition of the trailer really. If you're going to be on EI, make sure you get some beach wheels so you can launch right off the beach. I tried to do it last time I was there with just a trailer, and it was a pain dragging my H17 down the beach with me and my slightly weak upper bodied girlfriend. Beach wheels would be the ticket.

There are also lots of ramps on the sound side that I noticed. They look good for launching, but I'm not sure about coming back to the same spot. Seems to me that it would be a pretty narrow margin of error or else you'd end up t-boning a seawall or beaching your boat on a concrete ramp.

I sail a lot out of beaufort. When I can't use my friend Dick's place to launch (otherwise known as the unofficial pretend hobie dealer in Beaufort) then I go down to the fish factory docks at the end of front street, put the sails on the tramp, paddle over to carrot island (about 100 feet from the docks) where I can beach on sand. I put the sails up there and shove off usually going out the east side, considering theres less to get in the way of your rudders in that direction.